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$190+ Cheap flights from Caribbean Islands to Oregon

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Oregon

Keep the following information in mind while searching for Caribbean Islands to Oregon flight deals. Data was last updated April 30, 2025.

Round-trip from

$379
(Delta)

One-way from

$190
(American Airlines)
From Caribbean Islands to Oregon
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One-way flight from Caribbean Islands to Oregon
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Find flight deals from Caribbean Islands to Oregon

Cheapest flights from Caribbean Islands to Oregon
Explore the most affordable flight options available from Caribbean Islands to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/63:25 pmSJU - PDX
1 stop10h 29mDelta
Sun 11/97:00 amPDX - SJU
1 stop12h 50mDelta
Deal found 4/29$379
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/106:09 amSJU - PDX
3 stops33h 33mSpirit Airlines
Mon 6/166:39 pmPDX - SJU
2 stops24h 10mSpirit Airlines
Deal found 4/29$400
This Priceline deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1310:15 amMBJ - PDX
2 stops27h 02mSpirit Airlines
Fri 6/2012:12 pmPDX - MBJ
2 stops20h 50mSpirit Airlines
Deal found 4/28$432
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/226:10 amSJU - PDX
1 stop19h 57mAmerican Airlines
Mon 5/2610:24 pmPDX - SJU
1 stop18h 45mAmerican Airlines
Deal found 4/29$442
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/24:25 pmSJU - BOI
1 stop9h 34mDelta
Sun 8/107:45 pmBOI - SJU
2 stops15h 25mDelta
Deal found 4/29$447
This JetBlue deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1712:35 pmSJU - PDX
1 stop12h 35mJetBlue
Mon 7/2111:35 pmPDX - SJU
1 stop14h 05mJetBlue
Deal found 4/29$456
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/11:33 amSJU - PDX
2 stops38h 09mMultiple Airlines
Wed 6/114:24 pmPDX - SJU
2 stops23h 12mMultiple Airlines
Deal found 4/29$457
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/191:05 amSJU - PDX
2 stops13h 53mUnited Airlines
Fri 10/310:14 pmPDX - SJU
1 stop12h 31mUnited Airlines
Deal found 4/29$459
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/25:00 amSJU - BOI
2 stops13h 35mSouthwest
Sun 8/1010:55 amBOI - SJU
2 stops11h 50mSouthwest
Deal found 4/29$488
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/81:02 pmMBJ - PDX
2 stops13h 08mDelta
Mon 5/1210:55 pmPDX - MBJ
1 stop12h 03mDelta
Deal found 4/28$532
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/312:40 pmMBJ - PDX
2 stops20h 52mUnited Airlines
Wed 8/1311:59 pmPDX - MBJ
2 stops13h 11mUnited Airlines
Deal found 4/28$533
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1012:54 pmMBJ - PDX
2 stops11h 45mAmerican Airlines
Sat 5/1711:59 pmPDX - MBJ
1 stop12h 36mAmerican Airlines
Deal found 4/29$566

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean Islands to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 30, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Oregon that are best for you.

Fly from

Caribbean Islands

Fly to

Oregon

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 5/28

1:12 pm-11:15 pm

1 stop13h 03m

Portland

Sun 6/1

7:14 am-11:42 pm

1 stop13h 28m

$379

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 6/10

6:09 am-12:42 pm

3 stops33h 33m

Portland

Mon 6/16

6:39 pm-9:49 pm

2 stops24h 10m

$400

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Fri 6/13

10:15 am-11:17 am

2 stops27h 02m

Portland

Fri 6/20

12:12 pm-11:02 am

2 stops20h 50m

$432

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/22

6:10 am-11:07 pm

1 stop19h 57m

Portland

Mon 5/26

10:24 pm-8:09 pm

1 stop18h 45m

$442

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 7/17

12:35 pm-10:10 pm

1 stop12h 35m

Portland

Mon 7/21

11:35 pm-4:40 pm

1 stop14h 05m

$456

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Sun 6/1

1:33 am-12:42 pm

2 stops38h 09m

Portland

Wed 6/11

4:24 pm-6:36 pm

2 stops23h 12m

$457

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 9/19

1:05 am-11:58 am

2 stops13h 53m

Portland

Fri 10/3

10:14 pm-1:45 pm

1 stop12h 31m

$459

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Wed 5/28

4:12 pm-2:46 pm

2 stops24h 34m

Portland

Sat 5/31

5:00 am-3:45 pm

1 stop8h 45m

$532

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sat 5/10

12:54 pm-10:39 pm

2 stops11h 45m

Portland

Sat 5/17

11:59 pm-2:35 pm

1 stop12h 36m

$566

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 6/10

6:30 am-3:10 pm

1 stop11h 40m

Portland

Tue 6/17

6:05 am-9:15 pm

2 stops12h 10m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 44 results
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Best time to book a flight from Caribbean Islands to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Oregon

What is the cheapest month to book a flight from Caribbean Islands to Oregon?

Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EPX to OR?

Find hourly flight availability from Caribbean Islands to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Oregon as you normally would.

Rainfall in Oregon by month

Plan your trip to Oregon by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

Plan your trip to Oregon by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oregon, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated April 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Caribbean Islands to Oregon to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Caribbean Islands to Oregon one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Oregon are American Airlines ($190), Spirit Airlines ($206), and Delta ($227).

  • Can I find deals for flights from Caribbean Islands to Oregon that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Oregon.

  • Can I find deals for business class flights from Caribbean Islands to Oregon?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Oregon by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean Islands to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Caribbean Islands to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean Islands to Oregon

Discover the top 5 airlines that operate flights from Caribbean Islands to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$288Average$487FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$312Average$585FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$342Average$610FlexibilityNo cancel feeOn-time71%
DeltaCheapest$354Average$587FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$424Average$570FlexibilityNo cancel feeOn-time63%

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